$98+ Cheap flights from Dulles Intl (IAD) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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Find cheap flights from Dulles Intl to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Dulles Intl to CaribbeanExplore the most affordable flight options available from Dulles Intl to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
Explore the most affordable flight options available from Dulles Intl to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
This Mytrip deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/48:05 am -
2 stops27h 31m
Fri 11/63:55 am -
2 stops14h 17m
Deal found 9/21![Frontier logo]()
$290
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:25 am -
2 stops26h 58m
Wed 10/74:39 pm -
2 stops16h 05m
Deal found 9/21![American Airlines logo]()
$290
This Mytrip deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:06 pm -
2 stops25h 11m
Mon 11/24:52 pm -
2 stops25h 20m
Deal found 9/19![Frontier logo]()
$291
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:17 pm -
1 stop18h 13m
Thu 11/123:41 pm -
1 stop9h 13m
Deal found 9/22![American Airlines logo]()
$291
This Cheapflightsfares deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:12 am -
1 stop9h 36m
Mon 9/217:00 am -
1 stop27h 17m
Deal found 9/17![Frontier logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:40 am -
2 stops15h 24m
Sun 11/83:55 am -
1 stop7h 26m
Deal found 9/20![Frontier logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/271:05 pm -
Nonstop3h 47m
Tue 12/15:01 am -
1 stop7h 10m
Deal found 9/18![Frontier logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1911:16 am -
1 stop11h 33m
Mon 11/238:53 am -
Nonstop4h 17m
Deal found 9/19![Frontier logo]()
$295
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:00 am -
1 stop7h 30m
Thu 11/123:41 pm -
1 stop9h 13m
Deal found 9/19![American Airlines logo]()
$295
This Frontier deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:50 am -
1 stop8h 16m
Thu 9/245:11 pm -
1 stop6h 59m
Deal found 9/18![Frontier logo]()
$296
This Cheapflightsfares deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/211:12 am -
1 stop27h 06m
Sun 10/117:00 am -
1 stop13h 11m
Deal found 9/18![Frontier logo]()
$297
This Mytrip deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:50 am -
2 stops18h 19m
Sat 10/177:15 am -
2 stops17h 06m
Deal found 9/18![Frontier logo]()
$298
Best flights from Dulles Intl to CaribbeanDiscover carefully curated flight deals from Dulles Intl to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
Discover carefully curated flight deals from Dulles Intl to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:30 pm -
1 stop6h 20m
Sat 10/244:55 pm -
Nonstop3h 52m
Deal found 9/17![United Airlines logo]()
$342
This Air Canada deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/141:19 pm -
2 stops22h 51m
Wed 12/161:10 pm -
1 stop7h 00m
Deal found 9/17![Air Canada logo]()
$352
This Copa Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:37 pm -
1 stop18h 53m
Wed 11/1812:25 pm -
1 stop12h 08m
Deal found 9/21![Copa Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:00 am -
1 stop6h 40m
Mon 11/91:40 pm -
1 stop7h 50m
Deal found 9/22![Delta logo]()
$461
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/298:40 am -
Nonstop3h 54m
Sun 10/41:00 am -
1 stop6h 19m
Deal found 9/18![United Airlines logo]()
$362
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:29 pm -
Nonstop3h 53m
Mon 11/28:05 am -
Nonstop4h 04m
Deal found 9/21![United Airlines logo]()
$363
This Booking.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:20 pm -
1 stop18h 50m
Wed 11/111:10 pm -
1 stop7h 00m
Deal found 9/17![Air Canada logo]()
$425
This Copa Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/213:26 pm -
1 stop18h 55m
Mon 1/2512:25 pm -
1 stop15h 33m
Deal found 9/18![Copa Airlines logo]()
$428
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/185:29 pm -
Nonstop3h 53m
Sun 11/228:05 am -
Nonstop4h 04m
Deal found 9/20![United Airlines logo]()
$376
This Copa Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/168:21 am -
1 stop26h 00m
Sun 1/2412:25 pm -
1 stop15h 48m
Deal found 9/21![Copa Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/28:56 am -
Nonstop4h 00m
Wed 2/173:05 pm -
1 stop10h 04m
Deal found 9/17![United Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:00 am -
1 stop6h 25m
Mon 11/231:50 pm -
1 stop10h 51m
Deal found 9/19![Delta logo]()
$558
This Copa Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/291:13 am -
1 stop16h 16m
Wed 2/171:11 pm -
1 stop15h 05m
Deal found 9/21![Copa Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:45 am -
1 stop7h 00m
Thu 10/154:55 pm -
Nonstop3h 52m
Deal found 9/21![United Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/156:00 am -
1 stop6h 25m
Mon 12/213:51 pm -
1 stop8h 46m
Deal found 9/19![Delta logo]()
$558
This Copa Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/13:31 pm -
1 stop22h 00m
Mon 3/83:58 pm -
1 stop13h 14m
Deal found 9/20![Copa Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/166:00 am -
1 stop6h 25m
Sun 12/201:00 pm -
2 stops11h 37m
Deal found 9/18![Delta logo]()
$563
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/108:22 am -
Nonstop3h 53m
Wed 12/168:05 am -
Nonstop4h 04m
Deal found 9/21![United Airlines logo]()
$423
This Copa Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/233:26 pm -
1 stop25h 55m
Sat 1/307:19 pm -
1 stop8h 54m
Deal found 9/19![Copa Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/98:48 am -
Nonstop3h 11m
Wed 1/1312:55 pm -
1 stop7h 27m
Deal found 9/19![United Airlines logo]()
$426
This Copa Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:25 am -
1 stop15h 55m
Wed 10/283:43 pm -
1 stop8h 54m
Deal found 9/18![Copa Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/57:00 am -
1 stop5h 50m
Tue 2/92:15 pm -
1 stop6h 57m
Deal found 9/22![Delta logo]()
$609
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:30 pm -
1 stop6h 20m
Tue 9/294:55 pm -
Nonstop3h 52m
Deal found 9/21![United Airlines logo]()
$427
This Copa Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/114:34 pm -
1 stop25h 46m
Sun 10/187:21 pm -
1 stop8h 59m
Deal found 9/19![Copa Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:40 am -
Nonstop3h 54m
Mon 10/263:55 pm -
1 stop8h 35m
Deal found 9/21![United Airlines logo]()
$428
This Copa Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/23:37 pm -
1 stop25h 45m
Mon 11/93:35 pm -
1 stop12h 40m
Deal found 9/18![Copa Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:39 pm -
1 stop15h 52m
Sat 12/124:55 pm -
1 stop17h 21m
Deal found 9/21![Delta logo]()
$667
This Copa Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/310:57 pm -
1 stop18h 28m
Wed 3/1012:51 pm -
1 stop16h 21m
Deal found 9/19![Copa Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/48:40 am -
Nonstop3h 54m
Sat 10/104:55 pm -
Nonstop3h 52m
Deal found 9/18![United Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/56:40 am -
1 stop6h 10m
Sun 1/103:50 pm -
1 stop8h 30m
Deal found 9/19![Delta logo]()
$693
Last-minute flights from Dulles Intl to CaribbeanDiscover last-minute flight deals from Dulles Intl to Caribbean. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Dulles Intl to Caribbean. Data last updated September 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:13 pm -
1 stop21h 04m
Sun 9/272:57 am -
1 stop7h 20m
Deal found 9/22![Frontier logo]()
$292
This FlightHub deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:12 am -
1 stop6h 31m
Sun 9/277:00 am -
1 stop27h 17m
Deal found 9/20![Frontier logo]()
$300
This Cheapflightsfares deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/211:12 am -
1 stop27h 06m
Sun 10/117:00 am -
1 stop13h 11m
Deal found 9/18![Frontier logo]()
$297
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:25 am -
2 stops26h 58m
Wed 10/74:39 pm -
2 stops16h 05m
Deal found 9/21![American Airlines logo]()
$290
This CheapOair deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1111:12 am -
1 stop14h 41m
Fri 10/167:00 am -
1 stop13h 11m
Deal found 9/21![Frontier logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:50 am -
1 stop8h 16m
Wed 10/145:11 pm -
1 stop7h 10m
Deal found 9/20![Frontier logo]()
$294
This Mytrip deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:50 am -
2 stops18h 19m
Sat 10/177:15 am -
2 stops17h 06m
Deal found 9/18![Frontier logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:06 pm -
2 stops16h 25m
Sat 10/175:11 pm -
1 stop7h 10m
Deal found 9/21![Frontier logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:12 am -
1 stop6h 25m
Sun 10/253:00 am -
1 stop7h 17m
Deal found 9/20![Frontier logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:06 pm -
1 stop19h 00m
Wed 10/288:45 am -
1 stop11h 26m
Deal found 9/20![Frontier logo]()
$299
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:15 am -
2 stops9h 24m
Tue 11/35:33 pm -
2 stops17h 38m
Deal found 9/19![American Airlines logo]()
$300
This Mytrip deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:06 pm -
2 stops25h 11m
Mon 11/24:52 pm -
2 stops25h 20m
Deal found 9/19![Frontier logo]()
$291
One-way flights from Dulles Intl to CaribbeanSearch for one-way flight options from Dulles Intl to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
Search for one-way flight options from Dulles Intl to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/138:07 pm -
1 stop16h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$98
This Trip.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:45 pm -
1 stop21h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Air Canada logo]()
$106
This American Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:15 am -
2 stops9h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![American Airlines logo]()
$108
This Trip.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:00 pm -
1 stop25h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Air Canada logo]()
$111
This Orbitz deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:20 pm -
2 stops19h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Air Canada logo]()
$113
This American Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:17 pm -
1 stop18h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![American Airlines logo]()
$115
This Trip.com deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:55 am -
1 stop24h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Air Canada logo]()
$117
This Air Canada deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/149:55 am -
1 stop10h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Air Canada logo]()
$118
This Trip.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/119:55 am -
1 stop27h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Air Canada logo]()
$123
This Air Canada deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/304:30 pm -
1 stop19h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Air Canada logo]()
$124
This American Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:17 pm -
1 stop16h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![American Airlines logo]()
$127
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/27:15 pm -
2 stops16h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![American Airlines logo]()
$127
Find flight deals from Dulles Intl to Caribbean
Keep the following information in mind while searching for Dulles Intl to Caribbean flight deals. Data was last updated September 22, 2026.
Round-trip from | $290 (Mytrip) |
|---|---|
One-way from | $98 (American Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $370 |
Good round-trip deal | $407 or less |
Good one-way deal | $184 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Dulles Intl to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 22, 2026.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Washington, D.C.Nassau
IAD Washington, D.C. Dulles Intl - NAS Nassau Intl
IADNAS
Washington, D.C. Dulles Intl
Fri 12/4
9:55 am-1:15 pm
1 stop27h 20m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$106
Washington, D.C.Simpson Bay
IAD Washington, D.C. Dulles Intl - SXM Simpson Bay Princess Juliana
IADSXM
Washington, D.C. Dulles Intl
Tue 10/6
6:15 am-3:39 pm
2 stops9h 24m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
Washington, D.C.Nassau
IAD Washington, D.C. Dulles Intl - NAS Nassau Intl
IADNAS
Washington, D.C. Dulles Intl
Thu 11/19
9:55 am-1:15 pm
1 stop27h 20m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$120
Washington, D.C.George Town
IAD Washington, D.C. Dulles Intl - GCM George Town Owen Roberts Intl
IADGCM
Washington, D.C. Dulles Intl
Mon 11/30
4:30 pm-12:10 pm
1 stop19h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$124
Washington, D.C.George Town
IAD Washington, D.C. Dulles Intl - GCM George Town Owen Roberts Intl
IADGCM
Washington, D.C. Dulles Intl
Tue 10/20
9:45 am-11:25 am
2 stops50h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
Washington, D.C.Nassau
IAD Washington, D.C. Dulles Intl - NAS Nassau Intl
IADNAS
Washington, D.C. Dulles Intl
Mon 10/19
3:45 pm-5:30 pm
2 stops25h 45m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$128
Washington, D.C.George Town
IAD Washington, D.C. Dulles Intl - GCM George Town Owen Roberts Intl
IADGCM
Washington, D.C. Dulles Intl
Sat 11/28
10:10 pm-12:10 pm
1 stop14h 00m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
Washington, D.C.Saint Thomas Island
IAD Washington, D.C. Dulles Intl - STT Saint Thomas Island Cyril E King
IADSTT
Washington, D.C. Dulles Intl
Sun 12/6
6:00 am-4:20 pm
1 stop9h 20m
Saint Thomas Island Cyril E King
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$133
Washington, D.C.George Town
IAD Washington, D.C. Dulles Intl - GCM George Town Owen Roberts Intl
IADGCM
Washington, D.C. Dulles Intl
Thu 10/8
8:15 am-10:30 am
2 stops51h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
Washington, D.C.George Town
IAD Washington, D.C. Dulles Intl - GCM George Town Owen Roberts Intl
IADGCM
Washington, D.C. Dulles Intl
Thu 10/1
8:15 am-9:45 am
2 stops50h 30m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Dulles Intl to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Dulles Intl with our price prediction graph.
IAD-SJU
IAD-SXM
IAD-NAS
IAD-GCM
IAD-STT
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Washington, D.C. Dulles Intl Airport to Caribbean
IAD-0CB
IAD-SJU
IAD-SXM
IAD-NAS
IAD-GCM
What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $483). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in July is currently the most expensive (average of $656). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from IAD to CB?
Find hourly flight availability from Dulles Intl to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 22, 2026.
A simple way to save on the total cost of your ticket is to fly from Washington, D.C. Dulles Intl Airport to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 22% on your trip compared to booking a flight in the morning.
How far ahead should I book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?
To ensure you get the cheapest price possible for a flight from Washington, D.C. Dulles Intl Airport to Caribbean, you should look to book at least 32 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Washington, D.C. Dulles Intl Airport to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Dulles Intl to Caribbean. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Washington, D.C. Dulles Intl Airport to Caribbean flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated September 22, 2026.
Read reviews from past customers who have flown Delta,Copa Airlines, andUnited Airlines from Washington, D.C. Dulles Intl Airport to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Related info for your journey
Find useful and relevant information for your journey from Dulles Intl to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Dulles Intl to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Dulles Intl to Caribbean by cabin class
Find flights from Dulles Intl to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Dulles Intl and Caribbean flights
Browse other Dulles Intl and Caribbean flight options. Last updated on September 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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Consider these flights traveling to countries located in Caribbean.
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Top 8 airlines flying from Dulles Intl to Caribbean
Discover the top 8 airlines that operate flights from Dulles Intl to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$560 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$136 | Average$554 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$167 | Average$532 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$237 | Average$647 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$240 | Average$485 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$250 | Average$436 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$266 | Average$651 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$278 | Average$596 | FlexibilityNo cancel fee | On-time71% |